Dog Boarding Windham

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Over 242
pet parents in Windham have booked dog boarding

Windham, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Bob B.
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Bob B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
326 reviews
119 repeat clients
50 years of experience
Windham,, NY, 12496

Bob watched our dogs over our wedding weekend and even assisted in our grand plan to have the dogs in the wedding by driving them to the venue and picking them up which was a huge help! He was very responsive and helpful and our dogs seemed very happy and content in his home.

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Liz E.
Sitter Profile Image: Jane H.
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Jane H.
from
$65
per night
5.0 out of 5 stars
109 reviews
40 repeat clients
50 years of experience
Saugerties, NY, 12477

I found Jane on Rover last minute we were lucky she had space to take Kali for the weekend. First time for us to leave our dog with anyone so we were a bit nervous. Jane put us at ease and our dog Kali had a wonderful time playing with other pups all weekend long! Jane sent updates and photos and videos of Kali throughout her stay and it really put our mind at ease. Next time we can’t take Kali with us for some reason we will not hesitate to drop her off at Jane’s again.

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Anna M.
Sitter Profile Image: Jennifer & Thomas H.
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Jennifer & Thomas H.
from
$45
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Kingston, NY, 12401

Jennifer, Thomas and their girls took such good care of our pup. They sent frequent updates and photos throughout the visit, and we could instantly tell how comfortable our dog was in their home. Cannot recommend them enough!

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Danielle N.
Sitter Profile Image: Saskia C.
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Saskia C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
10 years of experience
Kinderhook, NY, 12106

Saskia was absolutely fantastic! She took such wonderful care of our two energetic dogs and our energetic cat, and we couldn't have been happier. She truly went above and beyond, staying in constant communication with us the whole time we were away and sending photos and updates that really put our minds at ease. She put an incredible amount of heart into caring for our pets—she easily gave one hundred and fifty to two hundred percent—and her response time was incredibly fast.

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tamas u.
Sitter Profile Image: Candice S.
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Candice S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
75 reviews
30 repeat clients
10 years of experience
Hudson, NY, 12534

My dog didn’t want to come home! My communication and logistical coordination with Candice was super easy, accommodating, and professional. She took excellent care of my loved one. She is great and highly recommended.

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Roc L.
Sitter Profile Image: Lauren Z.
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Lauren Z.
Star Sitter
from
$50
per night
4.9 out of 5 stars
146 reviews
53 repeat clients
15 years of experience
Earlton, NY, 12058

Lauren did a great job and even went out if her way to bring our dog Lola for a quick visit to our wedding. Lola got to play with Lauren’s other dogs and chill in front of her fireplace. She was sad to leave! Would recommend Lauren.

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Shaina S.
Sitter Profile Image: Cipriana & Pamela C.
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Cipriana & Pamela C.
Star Sitter
from
$72
per night
5.0 out of 5 stars
163 reviews
81 repeat clients
14 years of experience
Saugerties, NY, 12477

My fiancé and I are so lucky to have found Cipriana. Our dog Tonto is hind leg paralyzed and needs special care, so when we were planning our recent vacation we needed someone to watch him that was comfortable doing expressions (both bladder and anal) as well as giving him his daily medications. Cipriana was willing to learn and took amazing care of our boy even if he was the MOST anxious during his stay. We cannot recommend her enough. She also kept us updated daily on how he was doing, since we’re both nervous wrecks about him. Thank you!

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Shannan A.
Sitter Profile Image: Deanne R.
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Deanne R.
from
$40
per night
5.0 out of 5 stars
75 reviews
23 repeat clients
10 years of experience
Kinderhook, NY, 12106

We left our pup with Deanne for a 7 day trip and she was incredible. It was all positive vibes from our first meeting onward. Our dog was clearly comfy, wonderfully cared for, and loved! Deanne will be our first call for future trips!

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Zachary C.
Sitter Profile Image: Adam O.
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Adam O.
from
$45
per night
20 years of experience
Windham, NY, 12496

About: With 20 years of hands-on pet care experience, I’ve cared for dogs of all ages, breeds, sizes, and personalities. I also have a dog of my own, Leo, who is 2 years old, and he’s a very important part of my life. Caring for Leo has given me even more experience with the energy, patience, exercise, and attention that young dogs need. I’ve always treated every pet as if they were my own, providing plenty of love, companionship, exercise, and care. I’m comfortable caring for puppies, adult dogs, and senior pets, and I understand how important it is for pet parents to know their pets are safe, happy, and well cared for while they’re away. I have a flexible schedule and am able to make pet care a priority. I’m available for walks, drop-in visits, and overnight or weekend care depending on your needs. I’m happy to work with your pet’s routine and make sure they receive plenty of attention, exercise, companionship, and care while you’re away. I understand that every pet has different needs, and I’m willing to be flexible to help make things as comfortable and stress-free as possible for both you and your pet. Your pet’s safety and comfort will always be my top priority. With 20 years of pet-care experience and a dog of my own, Leo, I understand how important it is to trust someone with your furry family member. I’m patient, attentive, and respectful of each pet’s individual personality, routine, and needs. Whether caring for your pet in your home or providing visits and walks, I’ll treat your home and your pet with the same care and respect I would want for my own.

Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$60
per night
5.0 out of 5 stars
3 reviews
45 years of experience
Woodstock, NY, 12498

About: I’ve always had pets throughout my lifetime from kitties, dogs, birds, fish, reptiles, squirrels that I hand fed and set free with my father- and many more. I worked in pet stores and help foster kittens when available. 💕 Look forward to meeting you soon. I work part time as a territory supervisor, and my work is flexible. I’m home every night and throughout the day leaving me with much time to care for your pets. I’ve given medications and feed depending on preference of pet and client. Each pet is unique to their way of being and I like to match the energy needed.

Sitter Profile Image: Sarah & Aaron C.
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Sarah & Aaron C.
from
$55
per night
5.0 out of 5 stars
40 reviews
21 repeat clients
15 years of experience
GREENVILLE, NY, 12083

Sarah & Aaron treated Molly as a member of their family. They were patient with her and understanding of her needs. This and the updates they provided made us all comfortable. We will book again!

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Caroline C.
Sitter Profile Image: Nicole C.
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Nicole C.
Star Sitter
from
$85
per night
5.0 out of 5 stars
106 reviews
33 repeat clients
15 years of experience
Saugerties, NY, 12477

Nicole is an incredible dog sitter. My dog is a very energetic lab who stayed with her for a week. I received daily updates and pictures. He was treated like a part of her family. She was so attentive to his needs and kept him busy and happy the whole time with excerise and one on one attention. I was very relaxed on my trip knowing he was so well cared for. I highly recommend Nicole.

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Shawna B.
Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
35 reviews
8 repeat clients
20 years of experience
Coxsackie, NY, 12051

Amanda watched our 2 year old Shepherd mix, Sid, one night when we needed a calm dinner out, and we couldn't have made a better decision. Her fenced in yard was a dream for our dog, and she was super accommodating and responsive with our day of request and quick meet and greet. She sent us plenty of pictures of Sid smiling and romping around, we will definitely be booking with Amanda again!

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Kendra E.
Sitter Profile Image: Kayte P.
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Kayte P.
from
$55
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
25 years of experience
Boiceville, NY, 12412

Kayte was amazing!!! My dog has anxiety, but he felt right at home with Kayte. They even went on a 5-mile walk that I’ll now have to live up to haha. She sent pics daily and Onyx always looked so happy and safe. I’ll definitely be using Kayte again!!!

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Dairia K.
Sitter Profile Image: Meghan & Sean H.
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Meghan & Sean H.
from
$100
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Germantown, NY, 12526

We had SUCH a wonderful experience with Meghan & Sean—and so did our pup! Our 3yo dog is nervous around new people and can be reactive. We were worried about how she would do staying with a family with young kids. Meghan & Sean listed to our worries and helped up brainstorm ways to put our dog at ease. And it worked like a charm! We were so grateful to the extra time Meghan & Sean spent to make both the humans and the doggo feel positive about the plan. We loved getting pics of the crew on their daily walks. It was also really really REALLY nice to see how much love Meghan and fam have for all animals, and how positive they were about our sometimes tricky dog. Our dog had a great week and we will definitely return to Meghan & Sean for future doggy needs, whether it is another week or a shorter visit. Highly recommend, zero notes!

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Gabrielle B.
Sitter Profile Image: Stephanie G.
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Stephanie G.
from
$65
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
35 years of experience
Prattsville, NY, 12468

This was Norman’s second stay with Stephanie. She’s very flexible with pick-up and drop-off. Quick to respond and sends lots of pictures and videos. Norman loves staying with her, the family, and pups. When we arrived at her place, he was soooo excited to see her. Book her if available as she’s one of the best!

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Sean S.
Sitter Profile Image: Amanda L.
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Amanda L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
33 years of experience
Kingston, NY, 12401

I highly recommend Amanda! This was my first time using Rover as well as my 5 year old dog's first time staying with anyone other than family. Amanda was great with communication from the beginning and reassuring throughout the whole process from initial contact to setting up a meet and greet to regular updates while we were away. My dog took to her right away and felt very comfortable with her throughout her stay as seen by cuddling pictures and happy outdoor time. I feel so fortunate to have found a reliable and trustworthy sitter.

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Liza P.
Sitter Profile Image: Rosalie F.
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Rosalie F.
Star Sitter
from
$90
per night
5.0 out of 5 stars
58 reviews
12 repeat clients
10 years of experience
Kingston, NY, 12401

Rosalie was very kind to our senior dog, Bob. She has a lovely, clean home with a private, enclosed back yard for him to roam around. I would hire her again and recommend her to others.

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Leslie D.
Sitter Profile Image: Jacqueline V.
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Jacqueline V.
Star Sitter
from
$80
per night
5.0 out of 5 stars
28 reviews
4 repeat clients
25 years of experience
Kingston, NY, 12401

Jacqueline is an absolutely amazing dog sitter! Took fantastic care of my dog, Koda, and took so many pictures, which I really appreciated. He was treated like her own, and I felt completely at ease knowing he was in such good hands. Highly recommend!

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Lexi M.
Sitter Profile Image: Taylor F.
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Taylor F.
Star Sitter
from
$105
per night
5.0 out of 5 stars
45 reviews
16 repeat clients
15 years of experience
Hudson, NY, 12534

Our Cat Alan loved staying with Taylor. So much so tear he cried when I picked him up and he had to leave. Taylor was very responsive and sent many great photos and videos of him looking very happy.

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Francis M.
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The median cost per night for dog boarding in Windham is $65

Dog parents share their Rover experiences - Windham

1 / 1
5.0 out of 5 stars

Bob and his wife were lovely. We have never left our dog with anyone before but felt at ease knowing she was in good hands. They were very responsive to phone/text messages and very flexible with timing. Highly recommend them! Thanks again

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Ilya S.
Boarding
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Popular requests for dog boarding - Windham

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Sitters in Windham average 12
repeat dog boarding clients

FAQs for Dog Boarding - Windham

Frequently asked questions about Rover

The average cost for Dog Boarding in Windham on Rover is $37.45 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 121 sitters on Rover offering Dog Boarding across Windham. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

100% of Windham sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Windham landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windham home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windham.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Windham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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